The following events are based on fact and relate to an old crush I had on a school teacher that was to have an unlikely but surprising outcome years later. I was sixteen at the time of the crush and in my mid-fifties for the events I am about to relate.
Miss Croft was the music teacher at my old comprehensive school in the grimy northern city where I was born and raised. I enjoyed her lessons and often made her the subject of my masturbatory fantasies. She wasn't what you would call 'hot'. Indeed, not as hot as Miss White, our PE teacher. Now she was scorching hot, and every lad in the school fantasised about how it must be to stick their teenage cocks deep into her no-doubt juicy fanny. But she was pure wank fantasy, totally unobtainable, whereas Miss Croft was more in our league, and I knew for a fact that I was not the only kid in the school who lusted after her body.
Miss Croft was probably in her mid-twenties, slightly dumpy, not really fat, just pleasantly plump, and even at that time, with an 'everybody's favourite MILF' look about her (but, of course, back then, the acronym 'MILF' hadn't been coined yet). But really, what did it for me every time was her posh, southern accent. Most of the teachers at the school were locals, or at least from the generic 'north." Miss Croft was from Tunbridge Wells or someplace just as unimaginably suburban, and she spoke refined English as the Queen spoke in her Christmas Day broadcasts. I think that is called received English.
In the frequent wank fantasies of my burgeoning, overactive libido, I often dreamt of her speaking dirty to me and my trash-talking to her in return as I fucked her mouth, filling it full of teenage boy juice, followed by similar copious deposits in her fat ass and cunt. as she implored me to give it to her harder, faster, and deeper in that distinctive upper-class-voice. I must have gone through several boxes of Kleenex masturbating over Miss Croft.
Little was I to know how I would achieve my fantasy forty years later! In spades!
I had not remained in my hometown. After a spell in the military, I gained my HGV license and became a driver for a well-known freight company. I travelled all over the country and occasionally to the continent, too. I had married, had two teenage kids, and lived an everyday, suburban life in a semi on a small estate in a town no more than a hundred miles from my childhood home.
I still kept in touch with some of my old school pals and heard of the upcoming school reunion through one of them. This was something that I had to attend if only to check out how the intervening time had been kind (or not) to my old schoolmates and teachers. I asked my friend to put my name down for it.
The reunion was to take place in the early evening and was held in the assembly hall of my old school with the understanding that the party would continue, for those who were interested, at the local pub down the road.
As is usually the case with such reunions, the event started slowly with much-forced jollity and bad jokes, but things gradually relaxed as we drank the cheap plonk that had been thoughtfully provided. Many of our former teachers were present, all now in their sixties, seventies and older.
Time, she had not been universally kind. Miss White was there, and she had, from her look, had a hard life in the forty years since I last clapped eyes on her. She was at least double her weight in her pomp and age; childbirth and gravity had taken their inevitable toll on her formerly magnificent figure. She looked a mess.
Miss Croft, however, still did it for me. She had aged gracefully and looked in good shape for a woman in her mid-sixties. She appeared comfortable in her skin and looked like everyone's favourite granny, and despite being over ten years my senior, I still fancied her like mad.
She was still single (despite sporting a large gold wedding ring, perhaps to deter unwanted suitors) and had been retired for almost ten years, living locally. She was the chairperson of the local Women's Institute and was active in many other charitable events. She had a small apartment in town, and to supplement her pension, she taught music to kids.
How did I know this? Because I stalked her that evening, mooching around her like a faithful old dog. However, she didn't seem to mind, and I was amused to find that I had a semi-hard-on throughout, just as my sixteen-year-old self would have done. I am sure she must have noted this, particularly when we were jolted in the crowded pub to which we had moved later in the evening.
We had all had a little too much to drink by this stage, and after a while, we found a seat, and I plopped myself down next to Miss Croft.
As the alcohol and general bonhomie took effect and the group became more animated, I leaned over and whispered in Miss Croft's ear.
'Did you know, Miss Croft, that I had a schoolboy crush on you?'
She chuckled in that sexy, posh voice of hers. 'Yes, I did. I think you were the boy who was forever dropping his pencil so that he could check out my legs and hoping that I'd have them open.'
I blushed crimson, which I had not done in years. 'I didn't think you had noticed. Did you also know that I must have masturbated, with you as my imaginary wank partner, a hundred times?'
'Oh, you dear boy.' she chuckled again. 'How I wish that I had known. I would have opened my legs when you dropped your pencil and maybe would not have worn my knickers that day.'
Then she did something that astonished me and, as we say, where I come from, left me gobsmacked. She reached under the table where it couldn't be seen by others and grabbed my penis through my trousers, and squeezed it, none too gently.
I quickly recovered my poise and leaned over and whispered in her ear, 'I would like to fuck you, Miss Croft. It would be a fantasy come true for me.'
She laughed and said, 'I'm not that young anymore. Why would you want an old biddy like me? I'm fat, and everything is droopy.'
I said that I didn't care and still wanted her.
At this point, she deflated me by saying that she had to leave. As I mentioned, she was chairlady of her local branch of the Women's Institute and had a meeting or something to attend that evening. I was devastated, but then all my hopes came gushing back when she promised to get in touch to arrange a one-on-one meeting.
She whispered to me that she had not been fucked for over five years since a long-time partner had passed away (which might account for the wedding band) but still had sexual urges, which she satisfied occasionally using a vibrator. Naughty Miss Croft. She must be gagging for it!
The next few days were spent in a daze as I awaited her call or text. I masturbated daily, something that I hadn't done since I was a teenager. I was so horny, and in my fevered mind, I was forming a fantasy of what I would do with her if and when she got in touch and met.
It was torture waiting for her to get in touch, but after what seemed to be an eternity, I received a text from her asking if I was free to visit her in her apartment the following Friday. Just try and stop me, I thought. I was due to work that day but only had a short run, so I could text her back to say that I could come round to see her at 2 pm and was free until 5 pm. She immediately texted me back, saying that would be great and that she was looking forward to our meeting. As if it was a job interview or something instead of my fucking a teacher that I had fantasised about having so many years before. A dream comes to fruition.
The next few days passed so slowly that every second seemed to drag out for a minute and every minute an hour, but finally, Friday afternoon arrived, and I found myself outside her apartment block. She buzzed me up, and I entered her modern spick and span one-bedroom apartment. We had tea, made small talk as if I were one of her music students, and chatted more about old times. I was beginning to think that maybe I had misread the signs and perhaps this was just to be a platonic meeting, but then I recalled her hand on my hard cock and thought perhaps she was a little nervous and waiting for me to make the first move, so I did.